Tetrabutylammonium Fluoride → HCID 69389155, compound

HRID 916842Notes

Reaction equation

HRID 916842 reaction equation
C([Si]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([S:29]([CH:31]2[CH2:35][CH2:34][CH2:33][CH2:32]2)=[O:30])[CH:24]=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH:31]1([S:29]([C:25]2[CH:24]=[C:23]([CH2:22][CH2:21][CH2:20][CH2:19][OH:18])[CH:28]=[CH:27][CH:26]=2)=[O:30])[CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 69387393HCID 69387393, compound

Product 1

HCID 69389155HCID 69389155, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of tert-butyl{4-[3-(cyclopentylsulfinyl)phenyl]butoxy}diphenylsilane (690 mg) in dry THF (10 ml) was treated with a solution of tetra-n-butylammonium fluoride in THF (1M; 3 ml) and the resultant reaction mixture stirred at room temperature for 5 h prior to concentration in vacuo. The residue was purified by chromatography (SPE, Gradient between cyclohexane and EtOAc) to give the title compound. LCMS RT=2.64 min.

Workup

  1. customthe resultant reaction mixture
  2. concentrationto concentration in vacuo
  3. customThe residue was purified by chromatography (SPE, Gradient between cyclohexane and EtOAc)

Sources & evidence

ORD record
ord-ec40f99142da467f9f42bfae2789d496
Source dataset
uspto-grants-2007_09
Patent number
US07271197B2

Reaction notes

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